Water → HCID 86741957, compound

HRID 2413453Notes

Reaction equation

HRID 2413453 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=2C=O.[N+:15]([C:18]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:19]=1[NH:27][NH2:28])([O-:17])=[O:16].O>C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:6](=[N:28][NH:27][C:19]3[CH:20]=[CH:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][C:18]=3[N+:15]([O-:17])=[O:16])[CH:7]([Cl:12])[CH:8]=[CH:9][C:10]=2[CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3772977(2,4-Dinitrophenyl)hydrazineHCID 13090787HCID 13090787, compound

Product 1

HCID 86741957HCID 86741957, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

23 g of 3,7-dichloroquinoline-8-carbaldehyde and 20 g of 2,4-dinitrophenylhydrazine in 500 ml of ethanol were heated at 80° C. for 5 hours. Water was added to the reaction mixture, and the precipitated solid was filtered off under suction and recrystallized from dimethylformamide to give 34 g (85% of theory) of 3,7-dichloro-8-(2,4-dinitrophenylhydrazono)-quinoline of melting point >280° C.

Workup

  1. filtrationthe precipitated solid was filtered off under suction
  2. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-6b994a5a1ecf4b7b94de0c9dbc4e1ab5
Source dataset
uspto-grants-1988_01
Patent number
US04717416

Reaction notes

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